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Merck

31629

o-Aminoazotoluene

analytical standard

Sinónimos:

4′-Amino-2,3′-dimethylazobenzene, Solvent Yellow 3

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Fórmula lineal:
CH3C6H4N=NC6H3(CH3)NH2
Número CAS:
Peso molecular:
225.29
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
EC Number:
202-591-2
Beilstein/REAXYS Number:
6506005
MDL number:
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grade

analytical standard

Quality Level

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

mp

101-102 °C (lit.)

application(s)

cleaning products
cosmetics
environmental
food and beverages
personal care

format

neat

SMILES string

Cc1ccccc1\N=N\c2ccc(N)c(C)c2

InChI

1S/C14H15N3/c1-10-5-3-4-6-14(10)17-16-12-7-8-13(15)11(2)9-12/h3-9H,15H2,1-2H3/b17-16+

InChI key

PFRYFZZSECNQOL-WUKNDPDISA-N

General description

This compound is listed in the SVHC (Substances of very high concern) candidate list of ECHA (European Chemicals Agency)
o-Aminoazotoluene (AAT) is a carcinogenic primary amino azo dye.1
o-Aminoazotoluene (AAT) is categorized as a Class 2B carcinogen by the international agency for research on cancer (IARC). This class of azo dyes are widely used as colorants in a variety of products including leather, cosmetics, paper, toys, plastics, pharmaceuticals, textiles, paints, food, leather, etc. Primary aromatic amines (PAAs) are most commonly used as starting compounds in the production of azo dyes and can often migrate into foodstuffs from food packaging materials. AAT finds applications in coloring oils, fats, and waxes.

Application

AAT has been used as reference standard in determination of aromatic amines from azo colorants in toys using HPLC.2
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
o-Aminoazotoluene may be used as an analytical reference standard for the quantification of the analyte in:
  • Dyes, cosmetics, inks and finger paints using liquid chromatography coupled to mass spectrometry (LC-MS).
  • Commercial samples including food packaging plastic, multilayer plastic laminates and recycled paperboard categories using liquid chromatography coupled to mass spectrometry (LC-MS) technique.

Disclaimer

Restringido a usuarios profesionales. Atención − Evitar exposición − obtener instrucciones especiales antes de usar


pictograms

Skull and crossbonesHealth hazard

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Carc. 1B - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1

Clase de almacenamiento

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges



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Yoko Uematsu et al.
Journal of AOAC International, 100(4), 1102-1109 (2017-02-27)
A method for simutaneously detecting 8 oil-soluble and 10 water-soluble (3 basic and 7 acidic) illegal dyes in foods was developed. The sample was mixed with water, followed by methanol and tetrahydrofuran. Transesterification with sodium methoxide was applied to the
Genotoxicity of o-aminoazotoluene (AAT) determined by the Ames test, the in vitro chromosomal aberration test, and the transgenic mouse gene mutation assay
Ohsawa I-K, et al.
Mutation Research. Genetic Toxicology and Environmental Mutagenesis, 471(1-2), 113-126 (2000)
Li-Jing Du et al.
Food chemistry, 262, 118-128 (2018-05-13)
In this study, dispersive micro solid phase extraction (DMSPE) combined with ultrahigh-performance liquid chromatography coupled with quadrupole time-of-flight tandem mass spectrometry method was established to extract and determine sudan dyes and their metabolites in real samples. The crown ether microfunctionalized